Trifluoroacetic acid → Ethyl glycyl-3-(6-methoxy-2-pyridinyl)alaninate

HRID 1972662Notes

Reaction equation

HRID 1972662 reaction equation
C(OC([NH:8][CH2:9][C:10]([NH:12][C@H:13]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[N:16]=1)=[O:11])=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:8][CH2:9][C:10]([NH:12][C@H:13]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[N:16]=1)=[O:11]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66582662ethyl N-(tert-butoxycarbonyl)glycyl-3-(6-methoxy-2-pyridinyl)alaninate

Product 1

HCID 66582543Ethyl glycyl-3-(6-methoxy-2-pyridinyl)alaninate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 100-mL round-bottomed flask was added ethyl N-(tert-butoxycarbonyl)glycyl-3-(6-methoxy-2-pyridinyl)alaninate (1.28 g, 3.36 mmol) and trifluoroacetic acid (5 mL, 67.3 mmol) in DCM (5 mL). The reaction mixture was stirred at room temperature for 3 h. The solvent was removed in vacuo to give the crude ethyl glycyl-3-(6-methoxy-2-pyridinyl)alaninate as a colorless viscous oil, which was used without purification.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-958deafd10b74a7e96a51cd647bb0dff
Source dataset
uspto-grants-2013_04
Patent number
US08431563B2

Reaction notes

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